Vacation rentals in Midway

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Top-rated vacation rentals in Midway

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Home in Midway

Bit and Bourbon

Located in the heart of historic downtown Midway, this private, tucked away home has been fully renovated. It features two bedrooms with king sized beds, two bathrooms, a full sized kitchen, quaint dining room, and living room. This home is just a walk around the corner from shops and restaurants. Within minutes from Keeneland, the Kentucky Horse Park, Frankfort, and Lexington. This makes it ideal to tour the bourbon trail as well. A bonus is an electric charging station in the parking lot!

$257 per night

Rental unit in Midway

Downtown Midway Loft--Walk Everywhere!

Located in the heart of downtown Midway, this renovated studio apartment in an 1890's Whiskey Warehouse makes for the perfect retreat. The bedroom features a queen sized Tempur-Pedic mattress, ROKU TV, and desk. Plan your day with a morning coffee in the full kitchen that's equipped with basic cookware for prepping light meals. The apartment is located on the third floor, so pack light as it is accessed only by stairs. We delight to host your stay in beautiful Kentucky!

$124 per night

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Farm stay in Midway

Wintergreen Cottage

Located in the heart of horse country, the Wintergreen cottage is situated on a working Thoroughbred farm with a fascinating history and a prime location. Wintergreen is just minutes from downtown Midway, with a variety of local shops & renowned restaurants. Wintergreen is less than 20 minutes from Keeneland and multiple distilleries on the Kentucky Bourbon Trail, and is near the Kentucky Horse Park, Old Friends, as well as a multitude of wineries and breweries.

$148 per night

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